A coastal landscape with lush green hills, clear turquoise waters, and distant islands.

S$418 Cheap Flights from Chicago to St. Thomas

View S$418 flight on Wed, 7 Oct, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Cyril E. King Airport (STT)

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Cheap Flights from Chicago to St. Thomas (ORD-STT)

Prices were available within the past 7 days and start at S$418 for one-way flights and S$743 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 7 Oct - Wed, 14 Oct
ORD
Chicago
STT
St. Thomas
S$743 Return, found 12 hours ago
S$743
Return
found 12 hours ago
Select Delta flight, departing Wed, 7 Oct from Chicago to St. Thomas, returning Wed, 14 Oct, priced at S$743 found 12 hours ago
Delta
Wed, 7 Oct - Wed, 14 Oct
ORD
Chicago
STT
St. Thomas
S$761 Return, found 12 hours ago
S$761
Return
found 12 hours ago
Select Delta flight, departing Wed, 7 Oct from Chicago to St. Thomas, returning Wed, 14 Oct, priced at S$761 found 12 hours ago
American Airlines
Wed, 7 Oct - Wed, 14 Oct
ORD
Chicago
STT
St. Thomas
S$767 Return, found 12 hours ago
S$767
Return
found 12 hours ago
Select American Airlines flight, departing Wed, 7 Oct from Chicago to St. Thomas, returning Wed, 14 Oct, priced at S$767 found 12 hours ago
American Airlines
Wed, 7 Oct - Wed, 14 Oct
ORD
Chicago
STT
St. Thomas
S$781 Return, found 12 hours ago
S$781
Return
found 12 hours ago
Select American Airlines flight, departing Wed, 7 Oct from Chicago to St. Thomas, returning Wed, 14 Oct, priced at S$781 found 12 hours ago
Delta
Mon, 5 Oct - Mon, 12 Oct
ORD
Chicago
STT
St. Thomas
S$785 Return, found 22 hours ago
S$785
Return
found 22 hours ago
Select Delta flight, departing Mon, 5 Oct from Chicago to St. Thomas, returning Mon, 12 Oct, priced at S$785 found 22 hours ago
American Airlines
Mon, 5 Oct - Mon, 12 Oct
ORD
Chicago
STT
St. Thomas
S$803 Return, found 22 hours ago
S$803
Return
found 22 hours ago
Select American Airlines flight, departing Mon, 5 Oct from Chicago to St. Thomas, returning Mon, 12 Oct, priced at S$803 found 22 hours ago
American Airlines
Wed, 7 Oct - Wed, 14 Oct
ORD
Chicago
STT
St. Thomas
S$812 Return, found 12 hours ago
S$812
Return
found 12 hours ago
Select American Airlines flight, departing Wed, 7 Oct from Chicago to St. Thomas, returning Wed, 14 Oct, priced at S$812 found 12 hours ago
Delta
Wed, 7 Oct - Wed, 14 Oct
ORD
Chicago
STT
St. Thomas
S$820 Return, found 12 hours ago
S$820
Return
found 12 hours ago
Select Delta flight, departing Wed, 7 Oct from Chicago to St. Thomas, returning Wed, 14 Oct, priced at S$820 found 12 hours ago
American Airlines
Wed, 7 Oct - Wed, 14 Oct
ORD
Chicago
STT
St. Thomas
S$825 Return, found 12 hours ago
S$825
Return
found 12 hours ago
Select American Airlines flight, departing Wed, 7 Oct from Chicago to St. Thomas, returning Wed, 14 Oct, priced at S$825 found 12 hours ago
United
Wed, 7 Oct - Wed, 14 Oct
ORD
Chicago
STT
St. Thomas
S$869 Return, found 12 hours ago
S$869
Return
found 12 hours ago
Select United flight, departing Wed, 7 Oct from Chicago to St. Thomas, returning Wed, 14 Oct, priced at S$869 found 12 hours ago

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to Cyril E. King Airport?
The lowest price advertised for a round-trip journey from ORD to STT is S$743. But you better act fast. This figure is taken from fares quoted within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Cyril E. King Airport (STT)?
We get that things crop up unexpectedly, so we've made it as simple as possible for you to cancel your flight online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from ORD to STT that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for O'Hare Airport to STT flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Intl. Airport (ORD) to Cyril E. King Airport?
Expect to be up above the clouds for a while, as the flight distance between Chicago and St. Thomas is 3,400 kilometres. Set up a playlist of your favourite songs before you leave home to stay entertained during the journey.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Cyril E. King Airport?
American Airlines (AA) is a top choice. It operates 4 flights between ORD and STT each month. After more options? Check out the fares with United Airlines (UA). This carrier offers 4 fights monthly between these destinations.
Are O'Hare Intl. Airport (ORD) to Cyril E. King Airport (STT) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from O'Hare Intl. Airport (ORD) to STT at the last minute could save you some serious cash. However, you might miss out on a flight altogether! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back frequently as deals are updated all the time on Expedia.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Cyril E. King
Airlines serving
American Airlines
Roundtrip price
S$742
Distance
3388 km

Book with confidence

Perfect flights from Chicago to St. Thomas

Your Journey from Chicago to St. Thomas

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Chicago to St. Thomas

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